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1'-O-Acetylpaxilline

Table of Contents

Details
Physical and Chemical Properties
Synonyms
2D Structure
3D Structure
ADMET Properties
Targets (proven and/or predicted)
Plants that contains it
Cross-Links

Details

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Internal ID 0503b509-287e-449f-a10b-4665ff756580
Taxonomy Organoheterocyclic compounds > Naphthopyrans
IUPAC Name 2-[(1S,2R,5S,7R,11S,14S)-11-hydroxy-1,2-dimethyl-8-oxo-6-oxa-23-azahexacyclo[12.10.0.02,11.05,10.016,24.017,22]tetracosa-9,16(24),17,19,21-pentaen-7-yl]propan-2-yl acetate
SMILES (Canonical)
SMILES (Isomeric)
InChI InChI=1S/C29H35NO5/c1-16(31)35-26(2,3)25-22(32)15-20-23(34-25)11-12-27(4)28(5)17(10-13-29(20,27)33)14-19-18-8-6-7-9-21(18)30-24(19)28/h6-9,15,17,23,25,30,33H,10-14H2,1-5H3/t17-,23-,25-,27+,28+,29+/m0/s1
InChI Key OHPVFSRTGKOAHP-FPCGACKZSA-N
Popularity 2 references in papers

Physical and Chemical Properties

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Molecular Formula C29H35NO5
Molecular Weight 477.60 g/mol
Exact Mass 477.25152322 g/mol
Topological Polar Surface Area (TPSA) 88.60 Ų
XlogP 3.50
Atomic LogP (AlogP) 4.53
H-Bond Acceptor 5
H-Bond Donor 2
Rotatable Bonds 2

Synonyms

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121998-08-1
P2WL8YH7EG
UNII-P2WL8YH7EG
2-[(1S,2R,5S,7R,11S,14S)-11-hydroxy-1,2-dimethyl-8-oxo-6-oxa-23-azahexacyclo[12.10.0.02,11.05,10.016,24.017,22]tetracosa-9,16(24),17,19,21-pentaen-7-yl]propan-2-yl acetate
2H-1-Benzopyrano(5',6':6,7)indeno(1,2-b)indol-3(4bH)-one, 2-(1-(acetyloxy)-1-methylethyl)-5,6,6a,7,12,12b,12c,13,14,14a-decahydro-4b-hydroxy-12b,12c-dimethyl-, (2R-(2alpha,4bbeta,6aalpha,12bbeta,12calpha,14abeta))-
DTXSID40924039
CHEBI:186023
(2R,4BS,6AS,12BS,12CR,14AS)-2-(1-(ACETYLOXY)-1-METHYLETHYL)-5,6,6A,7,12,12B,12C,13,14,14A-DECAHYDRO-4B-HYDROXY-12B,12C-DIMETHYL-2H-1-BENZOPYRANO(5',6':6,7)INDENO(1,2-B)INDOL-3(4BH)-ONE
2-(4b-Hydroxy-12b,12c-dimethyl-3-oxo-3,4b,5,6,6a,7,12,12b,12c,13,14,14a-dodecahydro-2H-[1]benzopyrano[5',6':6,7]indeno[1,2-b]indol-2-yl)propan-2-yl acetate
2H-1-BENZOPYRANO(5',6':6,7)INDENO(1,2-B)INDOL-3(4BH)-ONE, 2-(1-(ACETYLOXY)-1-METHYLETHYL)-5,6,6A,7,12,12B,12C,13,14,14A-DECAHYDRO-4B-HYDROXY-12B,12C-DIMETHYL-, (2R,4BS,6AS,12BS,12CR,14AS)-

2D Structure

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2D Structure of 1'-O-Acetylpaxilline

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9859 98.59%
Caco-2 - 0.7111 71.11%
Blood Brain Barrier - 0.5250 52.50%
Human oral bioavailability - 0.6857 68.57%
Subcellular localzation Mitochondria 0.5726 57.26%
OATP2B1 inhibitior - 0.8534 85.34%
OATP1B1 inhibitior + 0.8708 87.08%
OATP1B3 inhibitior + 0.8505 85.05%
MATE1 inhibitior - 0.8400 84.00%
OCT2 inhibitior - 0.7321 73.21%
BSEP inhibitior + 0.9772 97.72%
P-glycoprotein inhibitior + 0.7312 73.12%
P-glycoprotein substrate + 0.5117 51.17%
CYP3A4 substrate + 0.7336 73.36%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8941 89.41%
CYP3A4 inhibition - 0.6519 65.19%
CYP2C9 inhibition - 0.8388 83.88%
CYP2C19 inhibition - 0.8799 87.99%
CYP2D6 inhibition - 0.9156 91.56%
CYP1A2 inhibition + 0.7948 79.48%
CYP2C8 inhibition + 0.6409 64.09%
CYP inhibitory promiscuity - 0.7013 70.13%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 0.9400 94.00%
Carcinogenicity (trinary) Non-required 0.4332 43.32%
Eye corrosion - 0.9899 98.99%
Eye irritation - 0.9565 95.65%
Skin irritation - 0.6910 69.10%
Skin corrosion - 0.9265 92.65%
Ames mutagenesis - 0.5670 56.70%
Human Ether-a-go-go-Related Gene inhibition + 0.6952 69.52%
Micronuclear - 0.5200 52.00%
Hepatotoxicity + 0.5036 50.36%
skin sensitisation - 0.8294 82.94%
Respiratory toxicity + 0.7444 74.44%
Reproductive toxicity + 0.9778 97.78%
Mitochondrial toxicity + 0.9375 93.75%
Nephrotoxicity + 0.5913 59.13%
Acute Oral Toxicity (c) III 0.4812 48.12%
Estrogen receptor binding + 0.7794 77.94%
Androgen receptor binding + 0.7538 75.38%
Thyroid receptor binding + 0.5743 57.43%
Glucocorticoid receptor binding + 0.7908 79.08%
Aromatase binding + 0.7659 76.59%
PPAR gamma + 0.6688 66.88%
Honey bee toxicity - 0.8378 83.78%
Biodegradation - 0.8750 87.50%
Crustacea aquatic toxicity + 0.5700 57.00%
Fish aquatic toxicity + 0.9922 99.22%

Targets

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Proven Targets:

CHEMBL ID UniProt ID Name Min activity Assay type Source
No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID UniProt ID Name Probability Model accuracy
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 99.41% 91.11%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 96.25% 85.14%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 95.97% 95.56%
CHEMBL2581 P07339 Cathepsin D 95.61% 98.95%
CHEMBL253 P34972 Cannabinoid CB2 receptor 94.54% 97.25%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 94.22% 94.45%
CHEMBL1806 P11388 DNA topoisomerase II alpha 94.15% 89.00%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 92.38% 99.23%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 91.64% 96.09%
CHEMBL1951 P21397 Monoamine oxidase A 91.61% 91.49%
CHEMBL4051 P13569 Cystic fibrosis transmembrane conductance regulator 89.16% 95.71%
CHEMBL2035 P08912 Muscarinic acetylcholine receptor M5 87.75% 94.62%
CHEMBL3137262 O60341 LSD1/CoREST complex 87.06% 97.09%
CHEMBL3310 Q96DB2 Histone deacetylase 11 86.51% 88.56%
CHEMBL5608 Q16288 NT-3 growth factor receptor 85.57% 95.89%
CHEMBL5028 O14672 ADAM10 84.56% 97.50%
CHEMBL1293249 Q13887 Kruppel-like factor 5 84.12% 86.33%
CHEMBL216 P11229 Muscarinic acetylcholine receptor M1 83.90% 94.23%
CHEMBL2535 P11166 Glucose transporter 82.58% 98.75%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 82.54% 97.14%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 82.35% 92.62%
CHEMBL2095226 P05556 Integrin alpha-5/beta-1 81.40% 96.39%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 80.39% 94.00%

Plants that contains it

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Below are displayed all the plants proven (via scientific papers) to contain this compound!
To see more specific details click the taxa you are interested in.
There are no matching plants.

Cross-Links

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PubChem 3081700
LOTUS LTS0267341
wikiData Q76279803